US7655710B2 - Use of water-soluble polymers as auxiliary drying agents for the production of polymer dispersing agents - Google Patents

Use of water-soluble polymers as auxiliary drying agents for the production of polymer dispersing agents Download PDF

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US7655710B2
US7655710B2 US10/515,004 US51500403A US7655710B2 US 7655710 B2 US7655710 B2 US 7655710B2 US 51500403 A US51500403 A US 51500403A US 7655710 B2 US7655710 B2 US 7655710B2
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acid
dispersant
water soluble
weight
drying aid
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US20060111478A1 (en
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Herbert Hommer
Manfred Bichler
Werner Strauβ
Konrad Wutz
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Master Builders Solutions Deutschland GmbH
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BASF Construction Polymers GmbH
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    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B35/00—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/622—Forming processes; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/626—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B
    • C04B35/63—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B using additives specially adapted for forming the products, e.g.. binder binders
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B35/00—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/622—Forming processes; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/626—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B
    • C04B35/63—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B using additives specially adapted for forming the products, e.g.. binder binders
    • C04B35/632—Organic additives
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B35/00—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/622—Forming processes; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/626—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B
    • C04B35/63—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B using additives specially adapted for forming the products, e.g.. binder binders
    • C04B35/632—Organic additives
    • C04B35/634—Polymers
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B35/00—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/622—Forming processes; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/626—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B
    • C04B35/63—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B using additives specially adapted for forming the products, e.g.. binder binders
    • C04B35/632—Organic additives
    • C04B35/634—Polymers
    • C04B35/63404—Polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B35/00—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/622—Forming processes; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/626—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B
    • C04B35/63—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B using additives specially adapted for forming the products, e.g.. binder binders
    • C04B35/632—Organic additives
    • C04B35/634—Polymers
    • C04B35/63404—Polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C04B35/6344—Copolymers containing at least three different monomers
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B40/00—Processes, in general, for influencing or modifying the properties of mortars, concrete or artificial stone compositions, e.g. their setting or hardening ability
    • C04B40/0028—Aspects relating to the mixing step of the mortar preparation
    • C04B40/0039—Premixtures of ingredients
    • C04B40/0042—Powdery mixtures
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/12—Powdering or granulating
    • C08J3/122—Pulverisation by spraying
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/12—Powdering or granulating
    • C08J3/16—Powdering or granulating by coagulating dispersions
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B2103/00—Function or property of ingredients for mortars, concrete or artificial stone
    • C04B2103/0045—Polymers chosen for their physico-chemical characteristics
    • C04B2103/0053—Water-soluble polymers
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B2103/00—Function or property of ingredients for mortars, concrete or artificial stone
    • C04B2103/0045—Polymers chosen for their physico-chemical characteristics
    • C04B2103/0057—Polymers chosen for their physico-chemical characteristics added as redispersable powders
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B2103/00—Function or property of ingredients for mortars, concrete or artificial stone
    • C04B2103/40—Surface-active agents, dispersants
    • C04B2103/408—Dispersants

Definitions

  • the present invention concerns the use of water-soluble polymers of a defined composition as a drying aid for the production of redispersion powders and/or polymeric dispersants in powder form.
  • Aqueous polymer dispersions are generally known. They are systems with redispersing properties which essentially contain spherical coils of intertwined polymer chains (so-called polymer particles) in a disperse distribution. Like polymer solutions, when the solvent is evaporated, aqueous polymer dispersions have the potential to form polymer films when the aqueous dispersing medium evaporates which is why they are used in particular as binding agents, adhesives and coating agents.
  • a disadvantage in using aqueous polymer dispersions is that this form is not completely satisfactory for sale. Thus when they are transported from the site of production to the site of use, this always involves transporting the mixing water which is readily available everywhere in addition to transporting the modified polymer. Furthermore, for purposes of modification mineral binders cannot be added to aqueous polymer dispersions until they have reached the site of use since they would otherwise harden before use. Moreover, problems caused by phase separation, after-thickening, damage by the action of frost and bacteria can occur in the polymer dispersions due to their complex composition during storage and transport of the ready-to-use formulation.
  • a desirable form of aqueous polymer dispersions when adding water is a redispersible polymer powder.
  • a major advantage of redispersion powders compared to liquid dispersions is that one can produce dry mortar mixtures which only have to be additionally mixed with water at the building site. This has major advantages such as increased working safety, safer handling and easier emptying of the package.
  • Dispersants and in particular to cement dispersants are often added in the building industry to hydraulically hardening building materials in order to achieve an adequate flowability and workability of the concrete or mortar which is especially important at low so-called w/c values.
  • the consistency and workability of these building materials decrease as the w/c ratios become lower.
  • the melamine-formaldehyde sulfite and naphthalene-sulfonic acid-formaldehyde resins that have been used for a long time often no longer meet current requirements since, among others, great importance is attached to long workability together with a rapid development of strength and high mechanical stability of the end product.
  • cement dispersants based on polycarboxylate ethers which are much more able to fulfil the above-mentioned requirements have been used for some time.
  • These polycarboxylate ethers are produced by means of radical polymerization reactions preferably in an aqueous medium and are formed as an aqueous solution.
  • the polymerization can, however, also take place in mixtures of water and organic solvents or in an emulsion or in bulk.
  • a particularly practical method for converting an aqueous polymer dispersion into a redispersible polymer powder or a dispersant in a powder form is the spray drying process in which the polymer dispersion is sprayed into a flow of hot air to remove water. Since the polymers used to modify mineral binders or used as binders for plastic plasters usually have a glass transition temperature below 60° C., the spray drying process cannot be used at all to produce redispersible polymer powders thereof without also using spraying aids or only in an uneconomical temperature range.
  • the carrier material readily sediments. If this occurs during transport of the polymer solution from the storage container to the drying unit, it results in a large degree of inhomogeneity in the end product.
  • DE-OS 24 45 813 recommends condensation products containing sulfone groups consisting of mononuclear or polynuclear aromatic hydrocarbons and formaldehyde as drying aids whereas DE-OS 41 18 007 describes condensation products consisting of sulfonated phenols, urea, other organic nitrogen bases and formaldehyde as drying agents.
  • DE-OS 22 38 903 and EP-A 576 844 describe the use of poly-N-vinylpyrrolidone as a drying aid
  • EP-A 62 106, EP-A 601 518 and EP-PS 632 096 describe the use of polyvinyl alcohols as drying aids.
  • EP-OS 195 39 460, EP-A 671 435 and EP-A 629 650 disclose homopolymers and copolymers of 2-acrylamido-2-methylpropanesulfonic acid as suitable drying aids for aqueous polymer dispersions.
  • EP-A 467 103 describes the production of polymer powders that can be redispersed in aqueous media by drying and with addition of copolymers of 50 to 80 mole % of an olefinic unsaturated monocarboxylic acid and/or dicarboxylic acid and 20 to 50 mole % of a C 3 - to C 12 -alkene and/or styrene as drying aids.
  • Condensation products of sulfonated phenols, ureas, other nitrogen bases and formaldehydes as spraying agents as described in DE-OS 41 18 007 are white after the spray drying but have a strong tendency to form a colour again in a strongly alkaline environment as is typical for mineral binders and in the presence of metal ions. Furthermore, long storage reduces their redispersibility since the powder particles have a tendency to stick to one another or interlock under the own weight of the powder.
  • One disadvantage in using the formaldehyde-containing condensation products mentioned above is that aqueous solutions thereof have a significant content of free formaldehyde. This results in formaldehyde contamination of the flow of exhaust air during drying which necessitates a costly purification of the exhaust air.
  • the polymers used according to the invention are extremely effective in spray drying because they advantageously prevent the polymer powder from sticking during the production process. Furthermore, it is surprising that the spraying aid according to the invention can also be used in amounts that exceed those required for spray drying but nevertheless considerable reduce the blocking tendency of the dispersion powder without adversely affecting the physical properties of the mineral setting binder systems. Moreover, it was completely surprising and unpredictable that the redispersible powders produced by the claimed use have a positive effect on the flow properties and thus the working properties and surface properties of mineral setting binders without having a dispersing effect on the individual components.
  • the dispersants have relatively low softening temperatures which are considerably below the drying temperatures used for spray drying.
  • redispersible polymer powders and dispersants in powder form have the common physical property of a low glass transition temperature and in particular a glass transition temperature of ⁇ 60° C.
  • the drying aid is used in such a manner that a polymeric dispersant in powder form is obtained which has a residual moisture content of ⁇ 5% by weight and preferably ⁇ 2% by weight.
  • the polymeric dispersants obtained by using the drying aids according to the invention are especially suitable as additives for applications in construction chemicals and according to the invention can be preferably added to mineral building materials in amounts of 0.05 to 5% by weight based on the basic setting system where the invention envisages the addition of the powdered polymeric dispersants obtained according to the invention especially to mineral systems such as bitumen-containing building materials, building materials based on hydraulically setting binders such as cement or based on latent hydraulically setting binders, gypsum, anhydrite or other calcium sulfate-based building materials, ceramic pastes, fire-resistant materials, oil field building materials and dispersion-based building materials.
  • mineral systems such as bitumen-containing building materials, building materials based on hydraulically setting binders such as cement or based on latent hydraulically setting binders, gypsum, anhydrite or other calcium sulfate-based building materials, ceramic pastes, fire-resistant materials, oil field building materials and dispersion-based building materials.
  • redispersion powders that are obtained it is preferable to use them in mineral setting building materials and in tile adhesives, fillers, gypsum building materials, lime mortars, cement mortars, plasters and dry mortars. It is, however, also possible to use them in adhesive compositions and paints and/or as the sole binding agent for coating agents.
  • the invention also claims a building material composition which contains
  • dispersion 1 4000 parts by weight of dispersion 1 were homogeneously mixed with 750 g of a 44% aqueous solution of a drying aid according to synthesis example 1 (corresponds to 16.5% by weight copolymer added to 100% by weight dispersion solid) and diluted with 1075 g water to a solids content of 40% by weight.
  • dispersion 1 4000 parts by weight of dispersion 1 were homogeneously mixed with 1000 g of a 40% aqueous solution of a drying aid according to synthesis example 2 (corresponds to 20% by weight copolymer added to 100% by weight dispersion solids) and diluted with 1000 g water to a solids content of 40% by weight.
  • Vinnapas RE501 a commercially available redispersion powder from Wacker Polymer Systems GmbH.
  • the subsequent spray dying was carried out in a laboratory drier from the Nitro Company.
  • the aqueous polymer dispersion that was to be dried in each case was sprayed by a rotating disk and nitrogen compressed to 4 bar served as the atomization component.
  • the inlet temperature of the drier gas was 130° C. and its exit temperature was 60 to 64° C.
  • the powders obtained from the solutions of examples 1 to 4 can be redispersed in an aqueous medium in a completely satisfactory manner.
  • table 2 shows the redispersion powders produced in this manner have much better flow properties than the comparative example 5 although the polymeric drying aids that were used in each case do not have a dispersing action in pure Portland cement or aluminous mortars (see test formulation 2 and table 2).
  • the redispersion powders produced according to the invention also have very good self healing properties without delaying the setting behaviour of the composition (see table 1).
  • the self healing property is assessed by a so-called knife cut test.
  • the setting behaviour is characterized, on the one hand, by determining the Shore D hardness and, on the other hand, by the solidification behaviour according to Vicat.
  • the results of the spray drying are shown in the following table 3:
  • the name AP represents the content of the respective auxiliary polymer expressed as % by weight based on the solids content of the polymer solution to be dried.
  • FIG. 4 shows the powder dispersant of experiment B1 after spray drying.
  • the mortar mixtures were prepared according to DIN EN 196-1, paragraph 6.3: The flow properties were determined in a flow channel test according to the pouring mortar guideline of the German Concrete Association e.V. (version September 1990, editorial revision 1996) in each case after 5, 30 and 60 min.
  • prisms having dimensions of 4 ⁇ 4 ⁇ 16 cm were made from the respective mortars, the formwork was removed after 24 h and they were stored in a normal climate (+20° C. and 65% relative humidity) for further hardening.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Ceramic Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Organic Chemistry (AREA)
  • Structural Engineering (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
  • Curing Cements, Concrete, And Artificial Stone (AREA)
  • Paints Or Removers (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
US10/515,004 2002-05-22 2003-05-21 Use of water-soluble polymers as auxiliary drying agents for the production of polymer dispersing agents Expired - Fee Related US7655710B2 (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
DE102225303 2002-05-22
DE10222530 2002-05-22
DE10222530 2002-05-22
DE10260989A DE10260989A1 (de) 2002-05-22 2002-12-24 Verwendung von wasserlöslichen Polymeren als Trocknungshilfsmittel für die Herstellung von Redispersionspulvern und/oder pulverförmiger, polymerer Dispergiermittel
DE102609896 2002-12-24
DE10260989 2002-12-24
PCT/EP2003/005336 WO2003097721A1 (de) 2002-05-22 2003-05-21 Verwendung von wasserlöslichen polymeren als trocknungshilfmittel für die herstellung polymerer dispergiermittel

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US20060111478A1 US20060111478A1 (en) 2006-05-25
US7655710B2 true US7655710B2 (en) 2010-02-02

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EP (1) EP1507819B1 (https=)
JP (1) JP4386831B2 (https=)
AT (1) ATE380840T1 (https=)
DE (1) DE50308800D1 (https=)
DK (1) DK1507819T3 (https=)
ES (1) ES2295590T3 (https=)
WO (1) WO2003097721A1 (https=)

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WO2012116162A1 (en) 2011-02-23 2012-08-30 Basf Corporation Gypsum based slurries, foamed gypsum boards and methods for producing foamed gypsum boards
US9889579B2 (en) 2014-09-03 2018-02-13 National Gypsum Properties, Llc Gypsum wallboard and method of making same
US10392503B2 (en) 2015-06-15 2019-08-27 Rohm And Haas Company Polymer blend in granular form and process for making same
US10865144B2 (en) 2015-03-13 2020-12-15 Basf Se Method for producing a dispersant

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US6715552B2 (en) 2002-06-20 2004-04-06 Halliburton Energy Services, Inc. Well cementing methods and compositions
US7063153B2 (en) 2002-06-20 2006-06-20 Eoff Larry S Methods and compositions for cementing wells
US6869988B2 (en) † 2003-04-16 2005-03-22 Arco Chemical Technology, L.P. Solid supported comb-branched copolymers as an additive for gypsum compositions
DE10332526A1 (de) * 2003-07-17 2005-02-10 Wacker Polymer Systems Gmbh & Co. Kg Redispersionspulver mit puzzolanischen Komponenten
CA2607973A1 (en) * 2005-06-14 2006-12-28 United States Gypsum Company Modifiers for gypsum slurries and method of using them
CN100368445C (zh) * 2006-05-18 2008-02-13 中山大学 有机硅丙烯酸酯/纳米粘土复合乳液的制备方法及其应用
EP1862500B2 (en) * 2006-05-30 2013-08-07 Borealis Technology Oy A silicon containing compound as drying agent for polyolefin compositions
TW200811237A (en) * 2006-08-11 2008-03-01 Momentive Performance Mat Inc Composition, associated method and article
US20080039542A1 (en) * 2006-08-11 2008-02-14 General Electric Company Composition and associated method
EP2173790B1 (en) 2007-08-02 2014-07-23 Lubrizol Advanced Materials, Inc. Thermoplastic composition
EP2090596A1 (de) * 2008-02-13 2009-08-19 Construction Research and Technology GmbH Copolymer mit Polyetherseitenketten und Hydroxyalkyl- und Säurebausteinen
ES2363107T3 (es) * 2008-03-07 2011-07-20 Cognis Ip Management Gmbh Empleo de polímeros para la modificación de la carga superficial de partículas sólidas.
US8519029B2 (en) 2008-06-16 2013-08-27 Construction Research & Technology Gmbh Copolymer admixture system for workability retention of cementitious compositions
US20110152438A1 (en) * 2008-08-15 2011-06-23 Basf Se Use of aldehyde condensates as drying aids in formulations based on mineral binders
EP2526072B1 (de) * 2010-01-21 2016-03-30 BASF Construction Polymers GmbH Dispergiermittel
US9309351B2 (en) * 2010-12-16 2016-04-12 Basf Se Styrene-acrylic-based binders and methods of preparing and using same
JP2012207067A (ja) * 2011-03-29 2012-10-25 Nippon Shokubai Co Ltd 新規重合体およびその製造方法
JP6082003B2 (ja) 2011-08-10 2017-02-15 シーカ テクノロジー アクチェンゲゼルシャフト コンクリート分散剤を乾燥させる方法
CN103030730B (zh) * 2012-12-28 2015-04-22 山东大学 一种含磺酸基聚羧酸盐分散剂的制备方法
US20160068620A1 (en) * 2013-03-15 2016-03-10 Lubrizol Advanced Materials, Inc. Itaconic Acid Polymers
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JP6002198B2 (ja) * 2014-11-26 2016-10-05 株式会社日本触媒 新規重合体およびその製造方法
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JP2005530873A (ja) 2005-10-13
ES2295590T3 (es) 2008-04-16
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